Pet-friendly holiday rentals in Osceola County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Osceola County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Osceola County pet-friendly home rentals
Pet-friendly house rentals
Home in Kissimmee
4.88 out of 5 average rating, 153 reviewsPrivate 3BR Home,PrivatePool,ROKU,WiFi,GamesRoom
3–10 Dec
Home in Kissimmee
4.86 out of 5 average rating, 151 reviews*Spacious Vacation Home 20 min from Theme Parks!*
30 Jul – 6 Aug
Home in Kissimmee
4.88 out of 5 average rating, 108 reviewsNo Airbnb Fee! Thematic Rooms w/ Pvt Pool °o° Area
13–18 Jan
Home in Kissimmee
4.87 out of 5 average rating, 104 reviewsAMAZING HOME! PRIVATE POOL! 4 Beds/2 baths
16–23 Nov
Home in Kissimmee
4.82 out of 5 average rating, 39 reviewsNewly Renovated Kissimmee Duplex
12–17 May
Home in Kissimmee
5.0 out of 5 average rating, 8 reviewsUniquely Chic home near Disney!
5–12 Nov
Home in Saint Cloud
5.0 out of 5 average rating, 10 reviewsHarmony Golf Villa
29 Sep – 6 Oct
Home in Kissimmee
5.0 out of 5 average rating, 11 reviewsQuiet 2bd Oasis with King bed and Pool
24–31 May
Pet-friendly home rentals with a pool
Apartment in Kissimmee
4.83 out of 5 average rating, 130 reviews10 mins to Disney-Hot tub-Queen Puffy Lux bed
28 Sep – 5 Oct
Home in Kissimmee
4.95 out of 5 average rating, 20 reviewsFamily friendly house with pool and game room.
15–22 Jun
Townhouse in Haines City
4.9 out of 5 average rating, 10 reviewsModern townhouse Balmoral Resort
23–30 Aug
Apartment in Osceola County
4.88 out of 5 average rating, 59 reviewsStunning resort condo, 3 BR/2 ba, pets OK
3–10 Jun
Home in Osceola County
4.9 out of 5 average rating, 21 reviewsLarge Private Home on Golf course by Disney
27 Sep – 4 Oct
Home in Kissimmee
4.97 out of 5 average rating, 30 reviewsKissimmee cottage *15mi to WDW*
21–28 Nov
Home in Davenport
5.0 out of 5 average rating, 7 reviewsHome near Disney
24–31 Jul
Flat in Kissimmee
5.0 out of 5 average rating, 8 reviewsCozyModern Kingbed near Disney!”
2–9 Dec
Private, pet-friendly home rentals
Cottage in Lake Wales
4.97 out of 5 average rating, 96 reviewsCharming, renovated 1917 Cottage
6–13 Aug
Guest house in Kissimmee
5.0 out of 5 average rating, 37 reviewsCozy Suite Located By Main Attractions
1–8 Nov
Guest suite in Haines City
4.96 out of 5 average rating, 45 reviews1 BR Lake Apt. Porch, Deck, laundry and Pet area
29 Sep – 6 Oct
Cottage in Davenport
4.98 out of 5 average rating, 58 reviewsClassic Cottage in country setting
26 Jun – 3 Jul
Guest house in Haines City
4.98 out of 5 average rating, 46 reviewsHistoric Romance Studio B
21–28 Jul
Home in Lake Wales
4.92 out of 5 average rating, 88 reviewsLake house 3/2 Fish 4 Monster Bass! Kayak & Canoe
11–18 Nov
Guest house in St. Cloud
4.94 out of 5 average rating, 18 reviewsCountry Guesthouse
18–25 Jun
Flat in Haines City
4.92 out of 5 average rating, 25 reviewsCozy and Tranquil 1BR/1BA studio apartment
8–15 Feb
Destinations to explore
- Pet-friendly rentals Orlando
- Pet-friendly rentals Florida
- Pet-friendly rentals Florida
- Pet-friendly rentals Kissimmee
- Family-friendly rentals Osceola County
- Rentals with an EV charger Osceola County
- Rentals with a cinema Osceola County
- Family-friendly rentals Osceola County
- Villa rentals Osceola County
- Resort rentals Osceola County
- Rentals with breakfast Osceola County
- Rentals with a firepit Osceola County
- Monthly Rentals Osceola County
- Wheelchair-accessible rentals Osceola County
- Rentals with a hot tub Osceola County
- Fitness-friendly rentals Osceola County
- Rentals with a sauna Osceola County
- Cabin rentals Osceola County
- Rentals with an accessible-height bed Osceola County
- Rentals with lake access Osceola County
- Rentals with a fireplace Osceola County
- Townhouse rentals Osceola County
- Luxury rentals Osceola County
- Serviced apartment rentals Osceola County
- Boutique hotel rentals Osceola County
- Waterfront rentals Osceola County
- Rentals with an accessible-height toilet Osceola County
- Apartment rentals Osceola County
- Rentals with a washing machine and dryer Osceola County
- Flat rentals Osceola County
- Rentals with a kayak Osceola County
- Rentals with beach access Osceola County
- Rentals with a patio Osceola County
- Ski-in/ski-out rentals Osceola County
- Smoking-friendly rentals Osceola County
- Tiny house rentals Osceola County
- Rentals with pools Osceola County
- Hotel rentals Osceola County
- Rentals with outdoor seating Osceola County
- House rentals Osceola County
- Private suite rentals Osceola County
- Cottage rentals Osceola County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom